Nickel-Catalyzed Reductive Vinylation of Chloro-hexahydropyrroloindoline Derivatives with Vinyl Triflates

2021 ◽  
Vol 23 (7) ◽  
pp. 2493-2497
Author(s):  
Lei Su ◽  
Guobin Ma ◽  
Yanhong Song ◽  
Hegui Gong
Keyword(s):  
Vinyl Triflates

Stereochemical study on electrochemical carboxylation of vinyl triflates

2001 ◽  
Vol 507 (1-2) ◽  
pp. 82-88 ◽  
Author(s):  
Hisanori Senboku * ◽  
Hirotaka Kanaya ◽  
Yusuke Fujimura ◽  
Masao Tokuda *
Keyword(s):  
Vinyl Triflates ◽  
Electrochemical Carboxylation

Preparation and solvolysis of vinyl triflates. XIV. Further rearrangements in vinyl cations

1977 ◽  
Vol 18 (6) ◽  
pp. 563-566 ◽  
Author(s):  
Peter J. Stang ◽  
Thomas E. Deuber
Keyword(s):  
Vinyl Triflates

Vinyl triflates in synthesis. I. tert-Butylacetylene

1974 ◽  
Vol 39 (4) ◽  
pp. 581-582 ◽  
Author(s):  
Robert J. Hargrove ◽  
Peter J. Stang
Keyword(s):  
Vinyl Triflates

Cobalt-Catalyzed Enantiospecific Dynamic Kinetic Cross-Electrophile Vinylation of Allylic Alcohols with Vinyl Triflates

2021 ◽  
Author(s):  
Wei-Yuan Ma ◽  
Guan-Yu Han ◽  
Shaolin Kang ◽  
Xiaobo Pang ◽  
Xue-Yuan Liu ◽  
...  
Keyword(s):  
Allylic Alcohols ◽  
Vinyl Triflates

scholarly journals Synthesis of 1-(1-Arylvinyl)pyridin-2(1H)-ones from Ketones and 2-Fluoropyridine

2021 ◽  
Author(s):  
Takuji Kawamoto ◽  
shunya ikeda ◽  
Akio Kamimura
Keyword(s):  
Biologically Active ◽  
Mechanistic Study ◽  
Efficient Procedure ◽  
Benzene Rings ◽  
Synthetic Intermediates ◽  
Alkylation Reactions ◽  
Vinyl Triflates

Pyridone skeletons are found in numerous biologically active molecules and pharmaceuticals. 1-(1-Arylvinyl)pyridin-2(<i>1H</i>)-ones are synthetic intermediates derived from the enamide moiety, and only few examples of the synthesis of 1-(1-arylvinyl)-2-pyridones have been reported. In this work, a simple and efficient procedure for the synthesis of <i>N</i>-vinyl-substituted pyridones from ketones and 2-fluoropyridine in the presence of trifluoromethane sulfonic anhydride, followed by base treatment is described. Various ketones with electron-donating or -withdrawing groups at the benzene rings can be used in this reaction. A preliminary mechanistic study indicates that it is not very likely that both vinyl triflates and vinyl cations play major roles as intermediates in this transformation. The thus obtained pyridones can be subsequently transformed via C–H arylation and radical alkylation reactions.

scholarly journals Highly Effective Conditions for Nickel-Mediated Heck Cyclization Cascades Starting from Aryl and Vinyl Triflates

2022 ◽  
Author(s):  
Jonathan Keim ◽  
Andrew Cummins ◽  
Scott Snyder
Keyword(s):  
Natural Product ◽  
Product Formation ◽  
Heck Reactions ◽  
Bond Forming ◽  
Heck Cyclization ◽  
Alkene Isomerization ◽  
Highly Effective ◽  
Vinyl Triflates ◽  
Effective Conditions

In contrast to the tremendous power of Pd-based Mizoroki–Heck reactions, methods to achieve such processes with other metals, particularly Ni, are generally lacking. Herein, we delineate specific conditions that can enable cascade variants of these C–C bond forming events to proceed smoothly under Ni catalysis. Critically, these reactions work with equal facility as their Pd-initiated counterparts when conducted intramolecularly, and in many cases are devoid of any Ni–H-mediated alkene isomerization within the starting materials and/or products as has typically been observed with previous Ni-based protocols. When conducted intermolecularly, the developed variant affords unique regioselectivity in product formation, substantively favoring 6-endo additions over the more standard 5-exo counterparts observed under Pd-based conditions. Finally, applications of the developed procedures to two different natural product syntheses are described

ChemInform Abstract: REARRANGEMENTS IN THE PREPARATION OF BICYCLIC VINYL TRIFLATES

1977 ◽  
Vol 8 (16) ◽  
pp. no-no
Author(s):  
H. BENTZ ◽  
L. R. SUBRAMANIAN ◽  
M. HANACK ◽  
A. G. MARTINEZ ◽  
M. G. MARIN ◽  
...  
Keyword(s):  
Vinyl Triflates
Sign in / Sign up

Export Citation Format

Share Document